Windward Cay Unit 1 Real Estate

Windward Cay Unit 1 Real Estate

Welcome to Windward Cay Unit 1, a hidden gem nestled in the heart of Kissimmee, Florida! This charming subdivision is perfectly situated in Osceola County, offering residents a delightful blend of tranquility and accessibility. Windward Cay is renowned for its picturesque landscapes, well-maintained properties, and a warm community spirit that makes it an ideal place to call home.

As you stroll through the neighborhood, you’ll be greeted by beautifully landscaped lawns, vibrant gardens, and friendly neighbors who share a passion for community living. Windward Cay Unit 1 boasts a variety of single-family homes, each with its unique character and charm, catering to families, retirees, and everyone in between. The homes are designed with comfort and functionality in mind, featuring spacious layouts, modern amenities, and inviting outdoor spaces perfect for entertaining or enjoying a quiet evening under the stars.

One of the standout features of Windward Cay is its proximity to the best that Kissimmee has to offer. Residents enjoy easy access to local parks, shopping centers, and a diverse array of dining options. For adventure seekers, the world-famous attractions of Orlando are just a short drive away, making it easy to explore theme parks, entertainment venues, and recreational activities.

Whether you’re looking for a peaceful retreat or an active lifestyle, Windward Cay Unit 1 offers the perfect balance. Discover the charm of this welcoming community and experience the vibrant lifestyle that awaits you in Kissimmee, Florida. Your dream home is just around the corner!

Newest Listings in Windward Cay Unit 1

4708 Windwood Drive, Kissimmee
$349,900
3 Beds ⋅ 2 Baths ⋅ Windward Cay Unit 1 SubDv. ⋅ 34746 Zip Code
Virtually Staged. ***MULTIPLE OFFER SITUATION.PLEASE SUBMIT YOUR BUYER'S HIGHEST & BEST OFFER NO LATER THAN NOON MONDAY NOV, 09,2026** * JUST REDUCED*****Whether you are searching for a sun-drenched primary residence to raise your family or a high-performing asset for your real estate portfolio or a short term rental , this charming, move-in-ready pool home with 3bedrooms/2bathrooms/2car garage, delivers the best of both worlds. Nestled in the established and quiet community of Windward Cay, this property offers the ultimate blend of peace, privacy, and unbeatable proximity to Orlando’s world-class attractions. Tucked away just off US-192, you will enjoy a quiet neighborhood feel paired with prime Central Florida convenience. Best of all, a BRAND NEW ROOF (October 2026) AND NEW A/C UNIT, (September 2026) gives you immediate peace of mind. The home features a central, open-concept kitchen effortlessly connects the formal dining and living rooms on one side to a cozy family room and breakfast dinette on the other ;The spacious primary suite is positioned completely separate from the guest bedrooms for maximum privacy ; the home showcases a blend of low-maintenance ceramic tile in wet areas, cozy Berber carpet in the guest bedrooms, and durable luxury vinyl plank flooring throughout the main living areas and primary suite. The family room opens up to a fully screened, in-ground swimming pool and a securely fenced backyard—providing a private haven for pets, and the perfect setup for year-round entertaining and weekend barbecues. It is perfect as a primary residence, a seasonal getaway, or a high-demand, income-producing vacation home and only minutes from local schools, championship golf courses, premier shopping, dining, and major highways. You are just a short drive from Walt Disney World, Universal Studios, and SeaWorld, ensuring a premium lifestyle for residents and maximum occupancy for short-term guests.

4708 Windwood Drive, Kissimmee

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